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EP0745720B1 - Utilisation des préparations d'agents auxiliaires pour la teinture de la laine - Google Patents

Utilisation des préparations d'agents auxiliaires pour la teinture de la laine Download PDF

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Publication number
EP0745720B1
EP0745720B1 EP96810296A EP96810296A EP0745720B1 EP 0745720 B1 EP0745720 B1 EP 0745720B1 EP 96810296 A EP96810296 A EP 96810296A EP 96810296 A EP96810296 A EP 96810296A EP 0745720 B1 EP0745720 B1 EP 0745720B1
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EP
European Patent Office
Prior art keywords
oxide
component
carbon atoms
dimethyl
bis
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Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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EP96810296A
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German (de)
English (en)
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EP0745720A3 (fr
EP0745720A2 (fr
Inventor
Jörg Binz
Bruno Saladin
Martin Dr. Jöllenbeck
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BASF Schweiz AG
Original Assignee
Ciba Spezialitaetenchemie Holding AG
Ciba SC Holding AG
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Publication of EP0745720A3 publication Critical patent/EP0745720A3/fr
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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0001Post-treatment of organic pigments or dyes
    • C09B67/002Influencing the physical properties by treatment with an amine
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/651Compounds without nitrogen
    • D06P1/65106Oxygen-containing compounds
    • D06P1/65131Compounds containing ether or acetal groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/60General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
    • D06P1/607Nitrogen-containing polyethers or their quaternary derivatives
    • D06P1/6073Nitrogen-containing polyethers or their quaternary derivatives containing CON=, OCON=, SO2N=, OSO2N= groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/60General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
    • D06P1/613Polyethers without nitrogen
    • D06P1/6131Addition products of hydroxyl groups-containing compounds with oxiranes
    • D06P1/6133Addition products of hydroxyl groups-containing compounds with oxiranes from araliphatic or aliphatic alcohols
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642Compounds containing nitrogen
    • D06P1/6428Compounds containing aminoxide groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642Compounds containing nitrogen
    • D06P1/649Compounds containing carbonamide, thiocarbonamide or guanyl groups
    • D06P1/6495Compounds containing carbonamide -RCON= (R=H or hydrocarbons)
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/90General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dyes dissolved in organic solvents or aqueous emulsions thereof
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/14Wool
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/14Wool
    • D06P3/148Wool using reactive dyes
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916Natural fiber dyeing
    • Y10S8/917Wool or silk

Definitions

  • the present invention relates to novel auxiliary preparations containing at least an amine oxide, at least one fatty alcohol and / or a fatty acid amide glycol ether and a organic solvent, and its use as an aid in dyeing wool.
  • auxiliary preparations as component (a) at least one amine oxide of the formula wherein R is an aliphatic radical having 8 to 24 carbon atoms and R 1 is an unsubstituted or hydroxyl-substituted aliphatic radical having 1 to 24 carbon atoms, preferably 1 to 6 carbon atoms, as component (b) at least one compound of the formula R 2 -U- (R 3 -O) m -W wherein R 2 is an aliphatic radical of 8 to 24 carbon atoms, R 3 alkylene with 2 to 4 carbon atoms, U -O- or wherein Z is a direct bond, (R 3 -O) r or C 1 -C 6 alkylene and W 1 is hydrogen, unsubstituted or substituted by hydroxyl, carboxyl, isocyanato, phenyl, benzyloxymethylene or phenethyloxymethylene substituted C 1 -C 6 alkyl, m
  • R and R 2 as an aliphatic radical with 8 to 24 carbon atoms are, for example, a C 8 -C 24 alkyl or C 8 -C 24 alkenyl such as octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl , Octadecyl, Tetradecenyl, Hexadecenyl, Octadecenyl, or natural mixtures containing several different alkyl or alkenyl residues such as tallow fat (C 12 to C 18 ) or coconut fat (C 8 to C 18 ).
  • tallow fat C 12 to C 18
  • coconut fat C 8 to C 18
  • the aliphatic radicals R and R 2 preferably contain 12 carbon atoms (lauryl), 14 carbon atoms (myristyl), 16 carbon atoms (cetyl) or 18 carbon atoms (oleyl, stearyl) or mixtures of 8 to 18 carbon atoms (coconut oil) or 12 to 18 carbon atoms ( tallow).
  • R 1 as an aliphatic radical having 1 to 24 carbon atoms is, for example, methyl, ethyl, n-propyl, isopropyl n-butyl, isobutyl, sec-butyl, tert-butyl or hydroxyethyl. Methyl and hydroxyethyl are preferred.
  • R 3 as alkylene with 2 to 4 carbon atoms is, for example, propylene, butylene or preferably ethylene.
  • Suitable amine oxides as component (a) are, for example, the following compounds: N, N-dimethyl-N-dodecylamine oxide, N, N-dimethyl-N-hexadecylamine oxide, N, N-dimethyl-N-octadecenylamine oxide, N, N-dibutyl-N-dodecylamine oxide, N, N-bis- ( ⁇ -hydroxyethyl) -N-stearylamine oxide, N, N-dimethyl-N-oleylamine oxide, N, N-dimethyl-N-myristylamine oxide, N, N-dimethyl-N-laurylamine oxide, N, N-bis- ( ⁇ -hydroxyethyl) -N-tallow fatty amine oxide, N, N-bis ( ⁇ -hydroxyethyl) -N-coconut fatty amine oxide, N, N-bis ( ⁇ -hydroxyethyl) -N-oleylamine oxide
  • N, N-bis ( ⁇ -hydroxyethyl) -N-oleylamine oxide, N, N-dimethyl-N-myristylamine oxide are preferred, N, N-dimethyl-N-laurylamine oxide, N, N-bis- ( ⁇ -hydroxyethyl) -N-tallow fatty amine oxide and N, N-bis ( ⁇ -hydroxyethyl) -N-coconut fatty amine oxide.
  • N, N-Dimethyl-N-myristylamine oxide and N, N-bis- ( ⁇ -hydroxyethyl) -N-tallow fatty amine oxide are particularly preferred.
  • the compounds of component (b) are, in particular, fatty alcohol glycol ethers of the formula R 4 -O- (R 3 -O) m -W wherein R 4 is an aliphatic radical of 8 to 24 carbon atoms, in particular 8 to 18 carbon atoms, R 3 is alkylene with 2 to 4 carbon atoms, W is hydrogen, unsubstituted or substituted by hydroxy, carboxy, isocyanato, phenyl, benzyloxymethylene or phenethyloxymethylene, C 1 -C 6 alkyl, m is a number from 2 to 25 and (R 3 - O ) m represents m identical or different radicals (R 3 - O).
  • R 4 as an aliphatic radical with 8 to 24 carbon atoms can be straight-chain or branched.
  • R 4 is preferably alkyl or alkenyl having 8 to 22 and in particular having 8 to 18 carbon atoms.
  • the aliphatic radicals can be present individually or in the form of mixtures of two or more components, such as, for example, mixtures of alkyl and / or alkenyl groups.
  • Examples of aliphatic alkyl radicals with 8 to 18 carbon atoms are octyl, decyl, undecyl, dodecyl (lauryl), tetradecyl (myristyl), hexadecyl (cetyl), octadecyl (stearyl), 5-methylheptyl, 2-ethylhexyl, 1,1, 3,3-tetramethylbutyl, isononyl, trimethylhexyl, trimethylnonyl, trimethyldecyl, or mixtures of linear primary alkyl radicals with 8 to 18 carbon atoms, such as C 8 -C 10 alkyl, C 9 -C 11 alkyl, C 10 -C 14 alkyl , C 12 -C 13 alkyl or C 16 -C 18 alkyl.
  • Examples of aliphatic alkenyl radicals are dodecenyl, hexadecenyl or oct
  • n is preferably a number from 4 to 15. Particularly preferably, m is a number from 8 to 10th
  • the compounds of formula (2a) are known for example from EP-A-0 312 493.
  • the compounds of component (b) are also fatty acid amide glycol ethers of the formula wherein R 3 is alkylene with 2 to 4 carbon atoms, R 5 is an aliphatic radical of 8 to 24 carbon atoms, in particular 8 to 18 carbon atoms, W and W 1 are independently hydrogen, unsubstituted or substituted by hydroxyl, carboxyl, isocyanato, phenyl, benzyloxymethylene or phenethyloxymethylene substituted C 1 -C 6 alkyl, Z is a direct bond, (R 3 -O) r or C 1 -C 6 alkylene, m and r independently of one another are a number from 2 to 25, (R 3 - O) m for m identical or different radicals (R 3 - O) and (R 3 - O) r for r identical or different radicals (R 3 - O) stands.
  • R 5 as an aliphatic radical with 8 to 24 carbon atoms can be straight-chain or branched.
  • R 5 is preferably alkyl or alkenyl having 8 to 22 and in particular having 8 to 18 carbon atoms.
  • the aliphatic radicals can be present individually or in the form of mixtures of two or more components, such as, for example, mixtures of alkyl and / or alkenyl groups.
  • Examples of aliphatic alkyl radicals with 8 to 24 carbon atoms are octyl, decyl, dodecyl (lauryl), tetradecyl (myristyl), hexadecyl (palmityl), octadecyl (stearyl), eicosanyl (arachinyl) and docosanyl (behenyl), 5-methylheptyl, 2- Ethylhexyl, 1,1,3,3-tetramethylbutyl, isononyl, trimethylhexyl, trimethylnonyl, trimethyldecyl or mixtures of linear primary alkyl radicals with 8 to 18 carbon atoms, such as C 8 -C 10 alkyl, C 9 -C 11 alkyl, C 10 -C 14 alkyl, C 12 -C 13 alkyl or C 16 -C 18 alkyl.
  • Examples of aliphatic alkenyl radicals are dodecenyl, tetradecenyl, hexadecenyl, octadecenyl (oleyl) or 9,12-octadienyl.
  • component (c) preference is given to methanol, ethanol, propanol, isopropanol, Butanol, isobutanol, 1,3-butanediol, 1,2-pentanediol, 2-methyl-2,4-pentanediol, Ethylene glycol, propylene glycol, dipropylene glycol, ethylene glycol monomethyl ether, Ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, Diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, tetraethylene glycol monobutyl ether, ⁇ -butyrolactone or tetramethyl urea used.
  • the preparations according to the invention contain 10 to 30 parts by weight, calculated on 100 parts by weight of the finished preparation, component (c).
  • auxiliary preparation according to the invention can be used as component (d) Contain water.
  • Auxiliary preparations are preferred which contain as component (a) N, N-bis- ( ⁇ -hydroxyethyl) -N-oleylamine oxide, N, N-dimethyl-N-myristylamine oxide, N, N-dimethyl-N-laurylamine oxide, N, N-bis - (ß-hydroxyethyl) -N-tallow fatty amine oxide and N, N-bis- ( ⁇ -hydroxyethyl) -N-coconut fatty amine oxide, as component (b) a fatty alcohol glycol ether of the formula C 18 H 35 -O- (CH 2 -CH 2 -O) 2-25 H C 18 H 37 -O- (CH 2 -CH 2 -O) 2-25 H or a mixture of the fatty alcohol glycol ethers of the formulas C 16 H 33 -O- (CH 2 -CH 2 -O) 2-25 H and C 18 H 37 -O- (CH 2 -CH 2 -O) 2-25 H
  • auxiliary preparations which, as component (a), N, N-bis ( ⁇ -hydroxyethyl) -N-oleylamine oxide, N, N-dimethyl-N-myristylamine oxide, N, N-dimethyl-N-laurylamine oxide, N, N- bis- ( ⁇ -hydroxyethyl) -N-tallow fatty amine oxide and N, N-bis- ( ⁇ -hydroxyethyl) -N-coconut fatty amine oxide, as component (b) coconut fatty acid monoethanolamide ethoxylate with 2 to 25 attached ethylene oxide units, coconut fatty acid diethanolamide ethoxylate with 2 to 25 attached ethylene oxide units, tallow fatty acid monoethanolamide ethoxylate with 2 to 25 attached ethylene oxide units, tallow fatty acid di-ethanolamidoethoxilate attached ethylene oxide units, oleic acid monoethanolamide ethoxylate with 2 to 25 attached ethylene oxide units or oleic acid diethanolamide e
  • Auxiliary preparations are particularly preferred which, as component (a), N, N-dimethyl-N-myristylamine oxide or N, N-bis- ( ⁇ -hydroxyethyl) -N-tallow fatty amine oxide, as component (b), fatty alcohol glycol ether of the formula C 18 H 35 -O- (CH 2 -CH 2 -O) 10 H or a mixture of the fatty alcohol glycol ethers of the formulas C 16 H 33 -O- (CH 2 -CH 2 -O) 8 H and C 18 H 37 -O- (CH 2 -CH 2 -O) 8 H or a coconut fatty alcohol glycol ether with 8 attached ethylene oxide units or a tallow fatty alcohol glycol ether with 8 attached ethylene oxide units, and contain as component (c) an alkylene glycol or an aliphatic mono- or dihydric C 1 -C 6 alcohol.
  • auxiliary preparations which, as component (a), N, N-dimethyl-N-myristylamine oxide or N, N-bis ( ⁇ -hydroxyethyl) -N-tallow fatty amine oxide, as component (b) an oleic acid di-ethanolamide ethoxylate with 14 attached ethylene oxide units or an oleic acid monoethanolamide ethoxylate with 14 attached ethylene oxide units and contain as component (c) an alkylene glycol or an aliphatic mono- or dihydric C 1 -C 6 alcohol.
  • the compounds of component (b) corresponding to formula (2) are known and can be prepared by known processes, for example by adding 2 to 25 mol of ethylene oxide to aliphatic alcohols which have an aliphatic radical with 8 to 24 carbon atoms, or to fatty acids which with an aliphatic residue Have 8 to 24 carbon atoms, attached and optionally reacting the adduct with a compound introducing the substituent W.
  • the compounds that are used as starting materials for the preparation of the compounds of Formulas (2), (2a), (2b), (3a) to (3c) and (4a) to (4c) are needed, can be saturated or unsaturated, branched or unbranched fatty alcohols, fatty acids or Fatty acid amides having 8 to 24, preferably 8 to 18 carbon atoms. You can be chemically uniform or in the form of mixtures. As mixtures preferably those used in the transfer of natural fats or oils such as Tallow fat, soybean or coconut oil in the corresponding alcohols or Fatty acids are created.
  • the weight ratio of components (a) and (b) is between 1:10 and 10: 1, especially between 2: 5 and 5: 2, especially between 2: 3 and 3: 2.
  • Aid preparations containing component (a) are preferred of formula (1) and as component (b) the compound of formula (2a) in Weight ratio between 2: 3 and 3: 2.
  • Aid preparations containing as component (a) are also preferred Compound of formula (1) and as component (b) the compound of formula (2b) in Weight ratio 3: 2.
  • Aid preparations containing component (a) are particularly preferred N, N-bis- ( ⁇ -hydroxyethyl) -N-tallow fatty amine oxide and as component (b) an oleyl alcohol ethoxylate with 10 attached ethylene oxide units in a weight ratio of 2: 3.
  • Aid preparations containing as a component are also particularly preferred (a) an N, N-bis ( ⁇ -hydroxyethyl) -N-tallow fatty amine oxide and as component (b) one Stearyl alcohol ethoxylate with 8 attached ethylene oxide units in the weight ratio from 3: 2.
  • component (a) is also particularly preferred.
  • the Components (a), (b) and (c) and optionally (d) in any order simply stir together at room temperature. This is advantageously done mixing together at a temperature between 20 and 40 ° C.
  • Aid preparations according to the invention as aids in dyeing wool.
  • the wool can be present in various forms. For example come into consideration: flake, sliver, yarn, fabric, knitwear or carpets.
  • the Wool can be normal or felt-free.
  • the auxiliary preparations according to the invention are preferably used as leveling agents used.
  • the amounts used in which the auxiliary preparation consists of the components (a), (b) and (c) added to the dye bath range between 0.1 and 10 percent by weight based on the weight of the wool material to be dyed. Preferably 0.2 to 5 percent by weight of the auxiliary preparation is used, based on the weight of the wool material to be dyed. Particularly preferred used 1 to 3 percent by weight of the auxiliary preparation, based on the Weight of the wool material to be dyed.
  • the auxiliary preparations according to the invention are characterized by simple Handling and easy familiarization, e.g. by direct addition with moderate Mix in the dye baths. They can be in the form of stable stock solutions, which have a long shelf life without precipitation, are manufactured and stored.
  • the application of the auxiliary preparation according to the invention can be carried out before or during dyeing is done using an exhaust process. The application is before dyeing prefers.
  • the usual dyes suitable for dyeing wool For dyeing wool using the preparations according to the invention, the usual dyes suitable for dyeing wool.
  • Reactive dyes are preferably used. This class of dyes is in color Index 3rd edition 1971 referred to as "reactive dyes". It is predominantly to such dyes that have at least one with polyhydroxyl fibers (cellulose fibers) or Polyamide fibers, especially wool, reactive group, a preliminary stage for this or a substituent reactive with polyhydroxy fibers or polyamide fibers contain.
  • Suitable bases for the reactive dyes are particularly those from the series Mono-, dis- or polyazo dyes including the formazan dyes and the Anthraquinone, xanthene, nitro, triphenylmethane, naphthoquinone imine, dioxazine and Phthalocyanine dyes, where the azo and phthalocyanine dyes are both metal free can also contain metal.
  • reactive groups and precursors that form such reactive groups examples include epoxy groups, the ethyleneimide group, the vinyl grouping in Vinyl sulfone or in acrylic acid residue as well as the ⁇ -sulfatoethyl sulfone group, the ⁇ -chloroethyl sulfone group or called the ⁇ -dialkylaminoethyl sulfone group.
  • the reactive substituents in reactive dyes are those which are light can be split off and leave an electrophilic residue.
  • substituents are 1 or 2 halogen atoms in an aliphatic one Acyl residue e.g. in the ⁇ -position or ⁇ - and ⁇ -position of a propionyl radical or in ⁇ - and / or ⁇ -position of an acrylic acid residue, or 1 to 3 halogen atoms on the following Ring systems into consideration: pyridazine, pyrimidine, pyridazone, triazine, quinoxaline or Phthalazine.
  • Dyes with two or more identical or different types can also be used Reactive groups are used.
  • Preferred reactive dyes contain chloroacetyl as reactive substituents, Bromoacrylic or dibromopropionyl.
  • the reactive dyes can be acidic, salt-forming substituents such as e.g. Carboxylic acid groups, Sulfuric acid and phosphonic acid ester groups, phosphonic acid groups or preferably contain sulfonic acid groups.
  • Reactive dyes with at least one sulfonic acid group are preferred, in particular Reactive dyes with an azo or anthraquinone base, which is preferred has two to three sulfonic acid groups.
  • 1 chromium complex azo dyes are those of the formula (5) in which D is an unsubstituted or substituted by halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, nitro or sulfamoyl benzene or naphthalene radical, K an unsubstituted or substituted by halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 2 -C 4 alkanoylamino, sulfamoyl or hydroxy phenyl-, naphthyl-, 1-phenyl-3-methylpyrazolone- (5 ) -, Acetoacetamid-, especially Acet-acetoanilid- or Quinolinrest, R 6 is hydrogen and M are an alkaline application.
  • Mixtures of the 1: 1 chromium complex azo dyes can also be used.
  • the dyes used are known and can be made by known methods getting produced.
  • the coloring takes place after the pull-out procedure.
  • the amount of added to the dye liquor Dyes depend on the desired color strength. Generally have amounts of 0.01 to 10 percent by weight, preferably 0.01 to 4 percent by weight, based on the weight of the fiber material used, proven.
  • the liquor ratio can be chosen within a wide range e.g. 1: 3 to 1: 100, preferably 1: 8 to 1:30.
  • the dye baths can contain mineral acids, e.g. Sulfuric acid or phosphoric acid, organic acids, suitably aliphatic carboxylic acids such as formic acid, acetic acid, Oxalic acid or citric acid and / or salts such as ammonium acetate, ammonium sulfate or contain sodium acetate.
  • the acids mainly serve to adjust the pH of the liquors used according to the invention, which is between 4 and 5.5.
  • the dye liquors can also contain other additives, e.g. Wool protection, dispersing and Contain wetting agents as well as defoamers.
  • the dyeing process can be carried out in conventional dyeing machines, such as open ones Baths, crest, strand yarn or packing apparatus, jigger, paddle apparatus, Tree dyeing machines, circulation or jet dyeing machines or reel runners be performed.
  • conventional dyeing machines such as open ones Baths, crest, strand yarn or packing apparatus, jigger, paddle apparatus, Tree dyeing machines, circulation or jet dyeing machines or reel runners be performed.
  • the dyeing is advantageously carried out at a temperature in the range from 40 to 120 ° C. preferably 70 to 105 ° C.
  • the dyeing time is within the usual range and is in usually 20 to 120 minutes.
  • the dyeing process can be followed by an alkaline after-treatment, such as. with aqueous ammonia, alkali metal hydroxides, alkali metal carbonates, -hydrogen carbonates or hexamethylenetetraamine can be connected.
  • the pH the alkali-containing dyebaths is advantageously 7.5 to 9, preferably 8 to 8.5.
  • the dyeing of the fiber material is expediently carried out by briefly treating the material to be dyed with an aqueous liquor which contains the auxiliary preparation according to the invention comprising components (a), (b) and (c) and has a temperature of 30 to 60 ° C. and add the reactive dye to the same bath. The temperature is then slowly increased in order to dye in a range from 80 to 100 ° C. and for 20 to 90 minutes, preferably 30 to 60 minutes. Then, after addition of alkalis, preferably ammonia, sodium hydrogen carbonate or sodium carbonate, the material to be dyed is treated for another 10 to 20 minutes at 70 to 90 ° C. either in the same dyeing bath or the dyeing bath is preferably drained off and this treatment is carried out in a fresh bath , Finally, the colored material is pulled out and rinsed, acidified and dried as usual.
  • alkalis preferably ammonia, sodium hydrogen carbonate or sodium carbonate

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Claims (14)

  1. Utilisation d'une préparation d'agents auxiliaires comprenant
       en tant que composant (a) au moins un aminoxyde de formule
    Figure 00300001

    R représente un reste aliphatique présentant 8 à 24 atomes de carbone et
    R1 représente un reste aliphatique présentant 1 à 24 atomes de carbone, de préférence 1 à 6 atomes de carbone, non substitué ou substitué par un substituant hydroxy,
       en tant que composant (b), au moins un composé de formule R2-U-(R3-O)m-W
    R2 représente un reste aliphatique présentant de 8 à 24 atomes de carbone,
    R3 représente un groupe alkylène présentant 2 à 24 atomes de carbone
    U représente des groupes -O- ou
    Figure 00300002
    où Z représente une liaison directe, des groupes (R3-O)r ou alkylène en C1-C6 et W1 représente un atome d'hydrogène, un groupe alkyle en C1-C6 non substitué ou substitué par des substituants hydroxy, carboxy, isocyanato, phényle, benzyloxyméthylène ou phénéthyloxyméthylène, m et r vont, indépendamment l'un de l'autre, de 2 à 25, (R3-O)m représente m restes (R3-O) identiques ou différents et (R3-O)r représente r restes (R3-O) identiques ou différents, et W représente un atome d'hydrogéne, un groupe alkyle en C1-C6 non substitué ou substitué par des substituants hydroxy, carboxy, isocyanato, phényle, benzyloxyméthylène ou phénéthyloxyméthylène,
       et en tant que composant (c) de 10 à 30 parties en poids, par rapport à 100 parties en poids de la préparation finie, un solvant organique pris dans le groupe comprenant des alcools en C1-C6 aliphatiques monofonctionnels et bifonctionnels, des alkylène-glycols, des éthers monoalkyliques de glycols, des cétones, des éthers et des acétates, l'alcool tétrahydrofurfurylique, la pyridine, l'acétonitrile, la γ-butyrolactone, le N,N-diméthylformamide, le N,N-diméthylacétamide, la tétraméthylurée, la tétraméthylsulfone, le di-isobutyrate de 2,2,4-triméthyl-1,3-pentanediol et le phosphonate de diméthylméthane, en tant qu'adjuvant pour la teinture de la laine.
  2. Utilisation selon la revendication 1, caractérisée en ce qu'on utilise comme composant (a) dans la préparation d'agents auxiliaires le N,N-diméthyl-N-dodécylaminoxyde, le N,N-diméthyl-N-hexadécylaminoxyde, le N,N-diméthyl-N-octadécénylaminoxyde, le N,N-dibutyl-N-dodécylaminoxyde, le N,N-bis-(β-hydroxyéthyl)-N-stéarylaminoxyde, le N,N-diméthyl-N-oléylaminoxyde, le N,N-diméthyl-N-myristylaminoxyde, le N,N-diméthyl-N-laurylaminoxyde, le N,N-bis-(β-hydroxyéthyl)-N-(aminoxyde de suif), le N,N-bis-(β-hydroxyéthyl)-N-cocosaminoxyde ou le N,N-bis-(β-hydroxyéthyl)-N-oléylaminoxyde.
  3. Utilisation selon l'une des revendications 1 ou 2, caractérisée en ce qu'on utilise comme composant (b) dans la préparation d'agents auxiliaires un éther de glycol et d'alcool gras de formule R4-O-(R3-O)m-W
    R4 représente un reste aliphatique présentant 8 à 24 atomes de carbone, en particulier de 8 à 18 atomes de carbone,
    R3 représente un groupe alkylène présentant 2 à 4 atomes de carbone,
    W représente un atome d'hydrogène, un groupe alkyle en C1-C6 non substitué ou substitué par des substituants hydroxy, carboxy, isocyanato, phényle, benzyloxyméthylène ou phénéthyloxyméthylène,
    m va de 2 à 25 et
    (R3-O)m représente m restes (R3-O) identiques ou différents.
  4. Utilisation selon l'une des revendications 1 ou 2, caractérisée en ce qu'on utilise comme composant (b) dans la préparation d'agents auxiliaires un éther de glycol et d'amide d'acide gras de formule
    Figure 00320001

    R5 représente un reste aliphatique présentant 8 à 24 atomes de carbone, en particulier 8 à 18 atomes de carbone,
    R3 représente un groupe alkylène présentant 2 à 4 atomes de carbone,
    W et W1 représentent, indépendamment l'un de l'autre, un atome d'hydrogène, un groupe alkyle en C1-C6 non substitué ou substitué par des substituants hydroxy, carboxy, isocyanato, phényle, benzyloxyméthylène ou phénéthyloxyméthylène,
    Z représente une liaison directe, un groupe (R3-O)r ou alkylène en C1-C6,
    m et r vont, indépendamment l'un de l'autre, de 2 à 25,
    (R3-O)m représente m restes (R3-O) identiques ou différents et (R3-O)r représente r restes (R3-O) identiques ou différents.
  5. Utilisation selon l'une des revendications 1 à 4, caractérisée en ce qu'on utilise comme composant (c) dans la préparation d'agents auxiliaires le méthanol, l'éthanol, le propanol, l'isopropanol, le butanol, l'isobutanol, le 1,3-butanediol, le 1,2-pentanediol, le 2-méthyl-2,4-pentanediol, l'éthylèneglycol, le propylèneglycol, le dipropylèneglycol, l'éther monométhylique d'éthylèneglycol, l'éther monoéthylique d'éthylèneglycol, l'éther monobutylique d'éthylèneglycol, l'éther monométhylique de diéthylèneglycol, l'éther monoéthylique de diéthylèneglycol, l'éther mono-butylique de diéthylèneglycol, l'éther mono-butylique de tétraéthylèneglycol, la γ-butyrolactone ou la tétraméthylurée.
  6. Utilisation selon l'une des revendications 1 à 5, caractérisée en ce qu'on utilise l'eau comme composant (d) dans la préparation d'agents auxiliaires.
  7. Utilisation selon la revendication 1, caractérisée en ce qu'on utilise dans la préparation d'agents auxiliaires
       en tant que composant (a)
       le N,N-bis-(β-hydroxyéthyl)-N-oléylaminoxyde, le N,N-diméthyl-N-myristylaminoxyde, le N,N-diméthyl-N-laurylaminoxyde, le N,N-bis-(β-hydroxyéthyl)-N-(aminoxyde de suif) et le N,N-bis-(β-hydroxyéthyl)-N-cocosaminoxyde,
       en tant que composant (b) un éther de glycol et d'alcool gras de formule C18H35-O-(CH2-CH2-O)2-25H C18H37-O-(CH2-CH2-O)2-25H ou
       un mélange d'un éther de glycol et d'alcool gras de formule C16H33-O-(CH2-CH2-O)2-25H et C18H37-O-(CH2-CH2-O)2-25H ou
       un éther de glycol et de cocosalcool avec 2 à 25 unités d'oxyde d'éthylène fixées par addition ou un éther de glycol et d'alcool de suif avec 2 à 25 unités d'oxyde d'éthylène fixées par addition, et en tant que composant (c) un alkylèneglycol ou un alcool en C1-C6 aliphatique mono- ou bifonctionnel.
  8. Utilisation selon la revendication 1, caractérisée en ce qu'on utilise dans la préparation d'agents auxiliaires
       en tant que composant (a) le N,N-bis-(β-hydroxyéthyl)-N-oléylaminoxyde, le N,N-diméthyl-N-myristylaminoxyde, le N,N-diméthyl-N-laurylaminoxyde, le N,N-bis-(β-hydroxyéthyl)-N-(aminoxyde de suif) et le N,N-bis-(β-hydroxyéthyl)-N-cocosaminoxyde,
       en tant que composant (b) le mono-éthanolamidéthoxylate d'acide de coco avec 2 à 25 unités d'oxyde d'éthylène fixées par addition, le di-éthanolamidéthoxylate d'acide de coco avec 2 à 25 unités d'oxyde d'éthylène fixées par addition, le mono-éthanolamidéthoxylate d'acide de suif avec 2 à 25 unités d'oxyde d'éthylène fixées par addition, le di-éthanolamidéthoxylate d'acide de suif avec 2 à 25 unités d'oxyde d'éthylène fixées par addition, le mono-éthanolamidéthoxylate d'acide oléique avec 2 à 25 unités d'oxyde d'éthylène fixées par addition ou le di-éthanolamidéthoxylate d'acide oléique avec 2 à 25 unités d'oxyde d'éthylène fixées par addition, et
       en tant que composant (c), un alkylèneglycol ou un alcool aliphatique en C1-C6 mono- ou bifonctionnel.
  9. Utilisation selon l'une des revendications 1 à 8, caractérisée en ce que le rapport en poids des composants (a) et (b) est compris entre 1:10 et 10:1, en particulier entre 2:5 et 5:2.
  10. Utilisation selon la revendication 3, caractérisée en ce qu'on utilise dans la préparation d'agents auxiliaires en tant que composant (a) le composé de formule (1) et en tant que composant (b) le composé de formule (2a) dans un rapport en poids de 2:3 à 3:2.
  11. Utilisation selon la revendication 4, caractérisée en ce qu'on utilise dans la préparation d'agents auxiliaires en tant que composant (a) le composé de formule (1) et en tant que composant (b) le composé de formule (2b) dans un rapport en poids de 3:2.
  12. Utilisation de la préparation d'adjuvant selon l'une des revendications 1 à 11 en tant qu'agent égalisant dans la teinture de la lame.
  13. Utilisation selon l'une des revendications 1 à 12, caractérisée en ce qu'on utilise les préparations d'agents auxiliaires dans la teinture de la laine par des colorants réactifs ou colorants azoïques à complexe de chrome 1:1.
  14. Utilisation selon l'une des revendications 1 à 13, caractérisée en ce qu'on utilise de 0,1 à 10 % en poids de la préparation d'agents auxiliaires par rapport au poids de la matière à teindre.
EP96810296A 1995-05-18 1996-05-09 Utilisation des préparations d'agents auxiliaires pour la teinture de la laine Expired - Lifetime EP0745720B1 (fr)

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US6500215B1 (en) 2000-07-11 2002-12-31 Sybron Chemicals, Inc. Utility of selected amine oxides in textile technology
GB0118156D0 (en) * 2001-07-25 2001-09-19 Pittards Plc Leather production
MXPA06012716A (es) * 2004-05-03 2007-02-19 Huntsman Adv Mat Switzerland Donadores de acido para la tincion de poliamida.
US8556995B2 (en) 2009-09-28 2013-10-15 Huntsman International Llc Dyeing auxiliary
CN103451972B (zh) * 2013-09-10 2015-05-27 河北宏业羊绒有限公司 一种低温染色助剂及其应用
CN103669043B (zh) * 2013-11-22 2015-10-28 南通市通州区川姜镇盛世王朝家用纺织品设计工作室 羊毛真丝用匀染剂及其制备方法
CN107604707B (zh) * 2017-10-23 2020-06-02 黄潇涵 羊绒低温染色助剂、其低温染色羊绒的方法及其用于提高湿摩擦牢度的用途
CN109371720A (zh) * 2018-09-20 2019-02-22 湖州鑫润田纺织有限公司 一种应用于涤纶的植物染料染色助剂

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IL30028A (en) * 1967-06-15 1971-11-29 Bayer Ag Process for dyeing or printing fibre materials containing nh-groups
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KR960041291A (ko) 1996-12-19
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EP0745720A3 (fr) 1998-04-15
KR100403223B1 (ko) 2004-04-09
JPH08311780A (ja) 1996-11-26
US5914445A (en) 1999-06-22
MX9601879A (es) 1997-07-31
EP0745720A2 (fr) 1996-12-04

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